JPH11263706A - Powder composition, powder disperser-in-oil and cosmetic containing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition which is comprised of a copolymer containing an organopolysiloxane monomer, a monomer having a polylactone- containing group or the like and a powder and shows excellent dispersibility with reduced aggregation. SOLUTION: This powder composition is obtained by including (A) preferably 10 wt.% or more of an organopolysiloxane monomer, (B) a copolymer which contains a monomer selected from the group consisting of a monomer having polylactone-containing groups, a monomer having hydroxyl groups and a monomer having anionic groups as a constituent component and a powder. It is favorable that the component B is the monomer having radical polymerization groups and the component A possesses radical polymerization groups capable of copolymerizing with the component B. The component A is preferably composed of a monomer of the formula: W(X)a Si(Y)b (Z)c [W is a (substituted) vinyl; X is a divalent linkage group; Y is H, a 1-10C alkyl, an aryl or the like; Z is a monovalent siloxane polymer; (a) is 0 or 1; (b) is 0-2; (c) is 1-3; b+c=3].

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to an organopolysiloxane monomer, a monomer having a polylactone-containing group, a monomer having a hydroxyl group, and a monomer having an anionic group. TECHNICAL FIELD The present invention relates to a powder composition having excellent dispersibility comprising a copolymer containing a monomer as a constituent component and powder, a powder dispersion in oil, and a cosmetic containing the same.

[0002]

2. Description of the Related Art Untreated powders may cause inconveniences such as agglomeration based on the charge and polarity of the powder surface or a decrease in amphiphilicity due to interfacial tension of the powder. For the purpose of solving these inconveniences, improving the powder dispersibility and dispersion stability, and improving the feeling of use, surface treatments for treating the surface of the powder with various modifiers have been proposed. The treatment agent and treatment method used for the surface treatment of the powder differ depending on the purpose, and are selected in consideration of the surface properties of the powder to be treated and the properties of the dispersion medium, and the like. And a hydrophilization treatment with a surfactant or a water-soluble polymer, and a water / oil repellency treatment with a silicone oil or the like.

[0003]

However, although all of these surface-treated powders have been improved in agglomeration and sedimentation of the powder, their effects are not sufficient, and the treatment agent and the processing method are not sufficient. In some cosmetics, dissociation of the powder and the treating agent occurs in the cosmetic, and the powder agglomerates and precipitates over time,
There have been problems such as deterioration of redispersibility and impairing product quality and usability. Therefore, development of a powder composition or a powder dispersion having low cohesiveness, excellent dispersion stability, and excellent stability over time and feeling of use has been desired. The present invention is a powder composition having a low cohesiveness and excellent dispersibility and a powder dispersion in oil,
In addition, an object of the present invention is to provide a cosmetic having excellent usability and good stability over time by containing them.

[0004]

Means for Solving the Problems In view of the above circumstances, the present inventors have conducted intensive studies and as a result, have found that the above problems can be solved by using a copolymer having a specific structure and characteristics. Thus, the present invention has been completed. That is, the present invention provides (A) an organopolysiloxane monomer, and (B) a monomer having a polylactone-containing group,
Powder composition and powder-in-oil dispersion comprising a powder and a copolymer containing as a monomer component selected from the group consisting of a monomer having a hydroxyl group and a monomer having an anionic group And cosmetics containing them.

The copolymer used in the present invention comprises (A) an organopolysiloxane monomer and (B)
A monomer having a polylactone-containing group, a monomer having a hydroxyl group, or a monomer having an anionic group.
As the organopolysiloxane monomer (A),
(B) A radical polymerizable group copolymerizable with a monomer, specifically, an organopolysiloxane monomer having a vinyl group is preferable, and the following general formula (2): W (X) _a Si (Y) _b ( Z) _c (1) wherein W is a vinyl group (which may have a substituent);
X represents a divalent linking group, Y represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group or an alkoxy group, and Z represents a monovalent siloxane polymer. a is 0 or 1, b is 0
An integer of 2, c represents an integer of 1 to 3, and b + c = 3. And an organopolysiloxane monomer represented by the following formula: Among the (A) monomers, specific examples preferably used include, for example, compounds represented by the following chemical formula.

[0006]

Embedded image

[0007]

Embedded image

[0008]

Embedded image

[0009]

Embedded image

[0010]

Embedded image

Next, the monomer (B) will be described.
(B) The monomer having a polylactone-containing group of the monomer is preferably a monomer having a radically polymerizable group and a polylactone-containing group, specifically, a monomer having a vinyl group and a polylactone-containing group, The following general formula (2) J (K) _p (L) _q M (2) [wherein J is a vinyl group (which may have a substituent);
K is a divalent linking group, L is —C (＝ O) (CR ₂ ) _r CHR
A lactone group represented by O—, M represents a hydrogen atom or an acetyl group, p is 0 or 1, q is an integer of 1 or more, and r is 4
R represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms. And a monomer having a polylactone-containing group represented by the formula:

For example, δ-valerolactone, ethyl-δ
Valerolactone, ε-caprolactone, methyl-ε-
It is obtained by ring-opening polymerization of caprolactone, ethyl-ε-caprolactone, dimethyl-ε-caprolactone, trimethyl-ε-caprolactone, enantholactone, and the like. Specific examples include compounds represented by the following chemical formula. Among these, ε-caprolactone is preferred.

CH ₂ ＣC (CH ₃ ) COO ₂ CH ₂ (C (=
_{O) C 5 H 10 O)} 3 H CH 2 = CHCOO (CH 2 CH 2 O) 2 CH 2 CH 2 (C (=
_{O) C 5 H 10 O)} 3 H CH 2 = C (CH 3) COOCH 2 CH 2 (C (= O) C 5 H
₁₀ O) ₃ C (= O) CH ₃

The monomer having a hydroxyl group (B) is preferably a monomer having a radical polymerizable group and a hydroxyl group, specifically a monomer having a vinyl group and a hydroxyl group. General formula (3) J (K) _s U (3) wherein J is a vinyl group (which may have a substituent);
K represents a divalent linking group, U represents an organic group having a hydroxyl group,
s represents 0 or 1. And a monomer having a hydroxyl group represented by the formula: Specifically, a compound represented by the following chemical formula is exemplified. These may be used alone or in combination of two or more.

CH ₂ ＣＨCHCOOCH ₂ CH ₂ OH CH ₂ ＣＨCHCOOCH ₂ CH (OH) CH ₃ CH ₂ ＣC (CH ₃ ) COOCH ₂ CH ₂ OH CH ₂ ＣC (CH ₃ ) COOCH ₂ CH (OH) CH ₃ CH ₂ ＣC (CH ₃ ) COOCH ₂ CH (OH) CH ₂ OH CH ₂ ＣＨCHCOOCH ₂ CH ₂ OCO (C ₆ H ₄ ) COOC
_{H 2 CH (OH) CH 3} CH 2 = CHCOOCH 2 CH (OH) CH 2 OC 6 H 5 CH 2 = CHCOOCH 2 CH 2 CH 2 CH 2 OH

As the monomer (B) having an anionic group, a monomer having a radically polymerizable group and an anionic group, specifically, a monomer having a vinyl group and an anionic group The anionic group is preferably a carboxylic acid group, a phosphoric acid group, a sulfonic acid group, or the like. Specifically, carboxylic acid groups such as (meth) acrylic acid, maleic acid, maleic anhydride, itaconic acid, fumaric acid, crotonic acid, half ester of polybasic anhydride and hydroxyl group-containing (meth) acrylate, etc. Monomers having a phosphoric acid group such as mono (2-hydroxyethyl) methacrylic acid phosphate, and monomers having a sulfonic acid group such as styrenesulfonic acid and sulfoethyl (meth) acrylate. However, the neutralized form may be used. Also,
These may be used alone or in combination of two or more.

In the copolymer of the present invention, when the above-mentioned monomer (A) and monomer (B) are monomers having a radical polymerizable group, other compounds copolymerizable therewith. May be copolymerized. Examples of these compounds include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, and stearyl (meth).
Acrylates, alkyl (meth) acrylates such as behenyl (meth) acrylate, perfluoroalkyl (meth) acrylates having 1 to 10 fluorocarbon chains, (meth)
A nitrogen-containing monomer such as acrylamide, N, N-dimethyl (meth) acrylamide, N-vinylpyrrolidone, N-vinylacetamide, N, N-dimethylaminoethyl acrylate, a polyoxyalkylene group-containing monomer,
Examples include styrene, substituted styrene, vinyl acetate, maleic diester, fumaric diester, vinyl chloride, vinylidene chloride, ethylene, propylene, butadiene, acrylonitrile, and fluorinated olefin.

As the powder used in the present invention, if it is a powder used in ordinary cosmetics, its shape (spherical, needle-like, plate-like, etc.) and particle size (haze, fine particles, pigment grade) Etc.) and particle structures (porous, non-porous, etc.) can be used. For example, as inorganic powder, titanium oxide, zirconium oxide, zinc oxide, cerium oxide, magnesium oxide, barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, talc, mica, kaolin, sericite, muscovite, Synthetic mica, phlogopite, phlogopite, biotite, lithia mica,
Silicic acid, Silicic anhydride, Aluminum silicate, Magnesium silicate, Aluminum magnesium silicate, Calcium silicate, Barium silicate, Strontium silicate, Metal tungstate, Hydroxyapatite, Vermiculite, Heidilite, Bentonite, Montmorillonite, Hector Light, zeolite, ceramic powder, dicalcium phosphate, alumina, aluminum hydroxide, boron nitride, boron nitride, silica and the like.

As the organic powder, polyamide powder,
Polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane, benzoguanamine powder, polymethylbenzoguanamine powder, tetrafluoroethylene powder, polymethyl methacrylate powder, cellulose, silk powder, nylon powder, 12 nylon, 6 nylon, styrene acrylic acid Copolymer, divinylbenzene / styrene copolymer, vinyl resin, urea resin, phenol resin, fluorine resin, silicon resin, acrylic resin, melamine resin, epoxy resin, polycarbonate resin, microcrystalline fiber powder, rice starch, lauroyl lysine Etc. As surfactant metal salt powder (metal soap), zinc stearate, aluminum stearate, calcium stearate, stearin Magnesium, zinc myristate,
Magnesium myristate, zinc cetyl phosphate, calcium cetyl phosphate, sodium sodium cetyl phosphate; etc .; as colored pigments, inorganic red pigments of iron oxide, iron hydroxide, iron titanate, inorganic brown pigments such as γ-iron oxide, yellow oxidation iron,
Inorganic yellow pigments such as ocher, black iron oxide, inorganic black pigments such as carbon black, inorganic purple pigments such as mango violet and cobalt violet, inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide, cobalt titanate, Inorganic blue pigments such as navy blue and ultramarine blue, tar-based pigments are raked, natural pigments are raked, composite powders obtained by compounding these powders, and the like.

Examples of pearl pigments include titanium oxide-coated mica, titanium oxide-coated mica, bismuth oxychloride, titanium oxide-coated bismuth oxychloride, titanium oxide-coated talc, fish scale foil, and titanium oxide-coated colored mica. Aluminum powder, copper powder,
Stainless steel powder, etc .;
No., Red No. 104, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red No. 205, Red No. 220
No., Red No. 226, Red No. 227, Red No. 228, Red No. 230, Red No. 401, Red No. 505, Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203, Yellow No. 204,
Yellow No. 401, Blue No. 1, Blue No. 2, Blue No. 201, Blue No. 404, Green No. 3, Green No. 201, Green No. 204,
Green No. 205, Orange No. 201, Orange No. 203, Orange No. 20
No. 4, orange No. 206, orange No. 207, etc .; as a natural pigment, a powder selected from carminic acid, laccaic acid, calsamine, bradyline, crocin, etc. Powders that have been surface-treated with a fluorine compound may be used, and one or more of them may be used as necessary.

The powder composition according to the present invention is a powder obtained by mixing a powder and a copolymer dissolved in a solvent or the like and then removing the solvent, or a powder obtained by mixing the powder and the copolymer. And the like obtained by dry-mixing the same, and the form is usually a powder. The method for obtaining the powder composition of the present invention is not particularly limited, for example, a method of uniformly dissolving the copolymer in an organic solvent such as butyl acetate, acetone, or alcohol to form a solution, and spraying the solution on powder. A method of adding a powder to the solution, stirring and mixing and then distilling off the solvent to coat the copolymer, or a further baking method, and dispersing the copolymer and the powder using a dispersing device such as a ball mill. And dry mixing. Further, the powder dispersion in oil referred to in the present invention,
The above powder is dispersed in an oil agent, or the copolymer is dissolved or dispersed in the oil agent, and the powder is added thereto and mixed and dispersed.The form is a liquid dispersion. is there.
The powder-in-oil dispersion of the present invention is, for example, a method in which the powder composition obtained by the above method is added to and dispersed in an oil such as ester oil or silicone oil, or a copolymer is dispersed in the oil. It can be easily obtained by dissolving or dispersing, adding a powder thereto, and mixing with a dispersing device such as a ball mill, a bead mill, or a sand mill. The powder-in-oil dispersion can be directly incorporated into cosmetics.

By including the monomer (A) in the copolymer of the present invention, the dispersibility and stability of the powder in the oil agent can be improved, and the powder becomes more favorable. The content of the (A) monomer in the copolymer is 10% by weight (hereinafter simply referred to as "%").
), Preferably 15% or more, more preferably 20 to 99%. The amount of the copolymer in the powder composition and the powder dispersion in oil varies depending on the type thereof and is not particularly limited, but is preferably 1% or more, more preferably 3% or more based on the powder. When the powder composition and / or powder-in-oil dispersion obtained as described above is blended into a cosmetic,
The compounding amount can be changed according to the dosage form, and is not particularly limited.
% Is preferable, and more preferably, it is 0.5 to 80%. If the amount is less than 0.01%, the effect mixed with the cosmetic may not be sufficiently exhibited. One or more of these powder compositions and powder-in-oil dispersions can be appropriately selected and used depending on the purpose and application.

The cosmetic of the present invention includes solid, semi-solid, liquid oils, water, alcohols, water-soluble polymers, and film-forming agents used in ordinary cosmetics as long as the effects of the present invention are not impaired. , Surfactants, oil-soluble gelling agents, organically modified clay minerals,
Resin, powder, ultraviolet absorber, humectant, preservative, antibacterial,
Fragrances, salts, antioxidants, pH adjusters, chelating agents, refreshing agents, anti-inflammatory agents, ingredients for beautiful skin (whitening agents, cell activators, skin roughness improvers, blood circulation promoters, skin astringents, antiseborrheics, etc. ),
Vitamins, amino acids, nucleic acids, hormones, clathrates and the like can be added.

Although not particularly limited,
Some examples are given below. Examples of oils include natural animal and vegetable oils and fats, semi-synthetic oils and fats, hydrocarbon oils, higher fatty acids, higher alcohols, ester oils, silicone oils, fluorine oils and the like. As natural animal and vegetable fats and oils and semi-synthetic fats and oils,
Avocado oil, linseed oil, almond oil, lobster wax, eno oil, olive oil, cocoa butter, kapok wax, kaya oil,
Carnauba wax, liver oil, candelilla wax, tallow, beef tallow, beef tallow, hardened tallow, kyonin oil, spermaceti, hardened oil, wheat germ oil, sesame oil, rice germ oil, rice bran oil, sugar cane wax, sasanqua oil, sa Flower oil, shea butter, cinnamon oil, cinnamon oil, jojoba wax, shellac wax, turtle oil, soybean oil, teaseed oil, camellia oil, evening primrose oil, corn oil, lard, rapeseed oil, Japanese kiri oil,
Nuka wax, germ oil, horse fat, persic oil, palm oil, palm kernel oil, castor oil, hydrogenated castor oil, castor oil fatty acid methyl ester, sunflower oil, grape oil, bayberry wax, jojoba oil, macadamia nut oil, beeswax, mink oil, Cottonseed oil, cotton wax, mocro, mocro kernel oil, montan wax, coconut oil, hydrogenated coconut oil, tricoconut oil fatty acid glyceride, sheep fat, peanut oil, lanolin, liquid lanolin, reduced lanolin, lanolin alcohol, hard lanolin, lanolin acetate, lanolin fatty acid Isopropyl, POE lanolin alcohol ether, POE lanolin alcohol acetate, lanolin fatty acid polyethylene glycol, PO
E hydrogenated lanolin alcohol ether, egg yolk oil and the like.

Examples of hydrocarbon oils include ozokerite, squalane, squalene, ceresin, paraffin, paraffin wax, liquid paraffin, pristane, polyisobutylene, microcrystalline wax, petrolatum, etc .;
Higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid,
Oleic acid, linoleic acid, linolenic acid, arachidonic acid,
Eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), isostearic acid, 12-hydroxystearic acid and the like; as higher alcohols, lauryl alcohol, myristyl alcohol, palmityl alcohol,
Stearyl alcohol, behenyl alcohol, hexadecyl alcohol, oleyl alcohol, isostearyl alcohol, hexyldecanol, octyldodecanol, cetostearyl alcohol, 2-decyltetradecinol, cholesterol, phytosterol, POE
Cholesterol ether, monostearyl glycerin ether (bacyl alcohol), monooleyl glycerin ether (serakyl alcohol) and the like.

Examples of the ester oil include diisobutyl adipate, 2-hexyldecyl adipate, and di-adipate.
2-heptylundecyl, N-alkyl glycol monoisostearate, isocetyl isostearate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, ethylene glycol di-2-ethylhexanoate, neo-2-diethylhexanoate Pentyl glycol, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octanoate, octyl dodecyl gum ester, oleyl oleate, octyl dodecyl oleate, decyl oleate, neopentyl dicaprate Glycol, triethyl citrate, 2-ethylhexyl succinate, amyl acetate, ethyl acetate, butyl acetate, isocetyl stearate, butyl stearate, diisopropyl sebacate, Shin, di-2-ethylhexyl, cetyl lactate, myristyl lactate, isopropyl palmitate, 2-ethylhexyl palmitate, palmitate 2
-Hexyldecyl, 2-heptylundecyl palmitate, cholesteryl 12-hydroxystearylate, dipentaerythritol fatty acid ester, isopropyl myristate, 2-octyldodecyl myristate, 2-hexyldecyl myristate, myristyl myristate,
Hexyldecyl dimethyloctanoate, ethyl laurate, hexyl laurate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, diisostearyl malate and the like.

Examples of the glyceride oil include acetoglyceride, triisooctanoic acid glyceride, triisostearate glyceride, triisopalmitic acid glyceride, tri-2-ethylhexanoic acid glyceride, monostearic acid glyceride, di-2-heptylundecanoic acid glyceride, and triglyceride. Glyceride myristate, etc .;
Examples of silicone oils include dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, tetramethyltetrahydrogencyclotetrasiloxane, and stearoxysilicone. And the like. Higher alkoxy-modified silicones, alkyl-modified silicones, higher fatty acid ester-modified silicones, higher fatty acid-modified silicones, fluorine-modified silicones, silicone resins, silicone rubbers, silicone resins, and the like; fluorinated oils such as perfluoropolyether and perfluorodecalin , Perfluorooctane and the like.

Examples of alcohols include lower alcohols such as ethanol and isopropanol, sugar alcohols such as sorbitol and maltose, and sterols such as cholesterol, sitosterol, phytosterol and lanosterol.

Examples of the water-soluble polymer include gum arabic, tragacanth, galactan, carob gum, guar gum,
Karaya gum, carrageenan, pectin, agar, quince seed (quince), starch (rice, corn,
Plant polymers such as potato, wheat), algae colloid, trant gum, locust bean gum, etc., microbial polymers such as xanthan gum, dextran, succinoglucan, pullulan, animal polymers such as collagen, casein, albumin, gelatin, etc. Carboxymethyl starch, starch polymers such as methylhydroxypropyl starch, methylcellulose, ethylcellulose, methylhydroxypropylcellulose, carboxymethylcellulose, hydroxymethylcellulose, hydroxypropylcellulose, nitrocellulose, cellulose sodium sulfate, sodium carboxymethylcellulose,
Crystalline cellulose, cellulose-based cellulosic polymer,
Alginate polymers such as sodium alginate and propylene glycol alginate; vinyl polymers such as polyvinyl methyl ether and carboxyvinyl polymer; polyoxyethylene polymers; polyoxyethylene polyoxypropylene copolymer polymers; polyacrylic acid Acrylic polymers such as sodium, polyethyl acrylate, and polyacrylamide; polyethylene imine; cationic polymers; bentonite; aluminum magnesium silicate; laponite; In addition, film-forming agents such as polyvinyl alcohol and polyvinyl pyrrolidone are also included in these.

Surfactants include anionic, cationic,
There are nonionic and amphoteric activators. Examples of the anionic surfactant include fatty acid soaps such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylic acids and salts thereof, carboxylate salts such as condensation of amino acids and fatty acids, alkyl sulfonic acids, alkene sulfonates, Sulfonates of fatty acid esters, sulfonates of fatty acid amides, sulfonates of alkyl sulfonates and formalin condensates thereof, alkyl sulfates, secondary higher alcohol sulfates, alkyl and allyl ether sulfates, Fatty acid ester sulfates, sulfates of fatty acid alkylolamides, polyoxyethylene alkyl sulfates, sulfates such as funnel oils, alkyl phosphates, ether phosphates, alkyl allyl ether phosphates, amide phosphorus Salts, N-acylamino acid-based activators and the like; Examples of the cationic surfactant include alkylamine salts, amine salts such as polyamine and amino alcohol fatty acid derivatives, alkyl quaternary ammonium salts, aromatic quaternary ammonium salts, pyridium salts, And imidazolium salts.

Examples of the nonionic surfactant include sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol fatty acid ester, sucrose fatty acid ester, polyoxyethylene alkyl ether, and polyoxypropylene alkyl. Ether, polyoxyethylene alkylphenyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene propylene glycol fatty acid ester, polyoxyethylene castor oil, Polyoxyethylene hydrogenated castor oil, polyoxyethylene phytostanol ether, polyoxyethylene Polyoxyethylene phytosterol ether, polyoxyethylene cholestanol ether,
Polyoxyethylene cholesteryl ether, polyoxyalkylene-modified organopolysiloxane, polyoxyalkylene / alkyl co-modified organopolysiloxane, alkanolamide, sugar ether, sugar amide, etc .; amphoteric surfactants include betaines, aminocarboxylates, And imidazoline derivatives.

Examples of the oil-soluble gelling agent include metal soaps such as aluminum stearate, magnesium stearate and zinc myristate; amino acid derivatives such as N-lauroyl-L-glutamic acid, α, γ-di-n-butylamine; Dextrin fatty acid esters such as dextrin palmitate, dextrin stearate, dextrin 2-ethylhexanoate palmitate, sucrose fatty acid esters such as sucrose palmitate and sucrose stearate, monobenzylidene sorbitol, dibenzylidene sorbitol Benzylidene derivatives of sorbitol such as dimethylbenzyl dodecylammonium montmorillonite clay, dimethyldioctadecyl ammonium montmorillonite clay, etc. Of organically modified clay minerals.

Examples of the powder include extender pigments, white pigments, colored pigments, organic powders, pearling agents, organic dyes, and the like. These powders can be compounded or surface-treated with an oil agent, silicone, or a fluorine compound. May be carried out, and if necessary, one kind or two or more kinds may be blended in addition to the above-mentioned composite powder. Examples of the ultraviolet absorber include benzoic acid-based ultraviolet absorbers such as para-aminobenzoic acid, anthranilic acid-based ultraviolet absorbers such as methyl anthranilate, salicylic acid-based ultraviolet absorbers such as methyl salicylate, and cinnamon such as octyl paramethoxycinnamate. Acid-based UV absorbers,
Examples include benzophenone-based ultraviolet absorbers such as 2,4-dihydroxybenzophenone and urocanic acid-based ultraviolet absorbers such as ethyl urocanate.

Examples of the humectant include sorbitol, xylitol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, glycerin, diglycerin, polyethylene glycol, hyaluronic acid, chondroitin sulfate, and pyrrolidone carboxylate. As preservatives, alkyl paraoxybenzoate,
Antibacterial agents such as benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, phenoxyethanol and the like include benzoic acid, salicylic acid, carboxylate, sorbic acid, paraoxybenzoate, parachloromethcresol,
Hexachlorophen, benzalkonium chloride, chlorhexidine chloride, trichlorocarbanilide, photosensitizer, phenoxyethanol and the like.

As antioxidants, tocopherol, butylhydroxyanisole, dibutylhydroxytoluene and the like, and as pH adjusters, lactic acid, citric acid, glycolic acid, succinic acid, tartaric acid, dl-malic acid, potassium carbonate, sodium hydrogencarbonate Chelating agents such as ammonium bicarbonate, alanine, sodium edetate,
Cooling agents such as sodium polyphosphate, sodium metaphosphate, phosphoric acid and the like include L-menthol and camphor, and anti-inflammatory agents include allantoin, glycyrrhetinic acid, tranexamic acid, azulene and the like.

[0036] Components for beautiful skin include whitening agents such as placenta extract, arbutin, glutathione, and saxifrage extract, cell activating agents such as royal jelly, photosensitizer, cholesterol derivative, and calf blood extract, skin roughness improving agents, and nonyl. Acid valenylamide, nicotinic acid benzyl ester, nicotinic acid β-butoxyethyl ester, capsaicin, gingeron, cantaristin, tinctor, caffeine, tannic acid, α-borneol, tocopherol nicotinate, inositol hexanicotinate, cyclandate, cinnarizine Blood circulation promoters such as trazoline, acetylcholine, verapamil, cepharanthin, γ-oryzanol, zinc oxide, skin astringents such as tannic acid, sulfur,
And antiseborrheic agents such as thiantrol.

Examples of the vitamins include vitamin A such as vitamin A oil, retinol, retinol acetate, retinol palmitate, vitamin B2 such as riboflavin, riboflavin butyrate and flavin adenine nucleotide, pyridoxine hydrochloride, pyridoxine dioctanoate and the like. Vitamin B6 such as L-ascorbic acid, L-ascorbic acid dipalmitate, L-ascorbic acid-2-sodium sulfate, dl-α-tocopherol-L-ascorbic acid diester dipotassium phosphate
, Pantothenic acids such as calcium pantothenate, D-pantothenyl alcohol, pantoenyl ethyl ether, and acetyl pantothenyl ethyl ether; ergocalciferol; vitamin D such as cholecalciferol;
Nicotinic acids such as nicotinic acid, benzyl nicotinate, nicotinamide, dl-α-tocopherol, acetic acid dl
Vitamin E such as -α-tocopherol, dl-α-tocopherol nicotinate, dl-α-tocopherol succinate, vitamin P, biotin and the like. Amino acids include arginine, aspartic acid, cystine, cysteine, methionine, serine, leucine, tryptophan, etc., nucleic acids include deoxyribonucleic acids, and hormones include estradiol, ethinylestradiol.

In the present invention, cosmetics include foundation, makeup base, blusher, eyeshadow, mascara, eyeliner, eyebrow, overcoat agent,
Feel problems when using not only makeup cosmetics such as lipsticks, lotions, emulsions, creams, packs, massages, lip balms, hand creams, cleaning products, but also skin cosmetics and hair cosmetics, as well as external medicines And all products used externally on the skin. In addition, dosage forms include oil-in-water (O / W) and water-in-oil (W / O) emulsions such as creams and emulsions, oily solid cosmetics such as lipsticks, lotions such as lotions, and pastes. ,
Various forms such as a gel form and a powder form can be selected.

[0039]

EXAMPLES The present invention will be described below with reference to examples, but the present invention is not limited to these examples. (Production Example 1) In a glass reactor equipped with a thermometer and a reflux condenser, 60 g of a compound represented by the following chemical formula 6, 35 g of a compound represented by the following chemical formula (4), 5 g of methyl methacrylate, 100 g of toluene and 100 g of azobis 2 g of isobutyronitrile was charged and stirred while keeping at 110 to 115 ° C., and a copolymerization reaction was carried out for 8 hours. After cooling, methyl alcohol was added to extract residual monomers, and the washing step was performed several times to obtain about 94 g of a soft solid. _{CH 2 = C (CH 3)} COOCH 2 CH 2 (C (= O) C 5 H 10 O) 3 H (4)

[0040]

Embedded image

(Preparation Example 2) 68 g of a compound represented by the following formula (7), Compound 14 of the formula (4) used in Preparation Example 1
g, stearyl methacrylate 14 g, methyl methacrylate 4 g, toluene 100 g and azobisisobutyronitrile 2 g.
g of a soft solid was obtained.

[0042]

Embedded image

(Production Example 3) 68 g of the compound of formula 6 used in Production Example 1, 14 g of the compound of the formula (4) used in Production Example 1, 14 g of N-vinylpyrrolidone, 4 g of methyl methacrylate, 100 g of toluene and 100 g of azobisiso 2 g of butyronitrile was charged, and about 88
g of a viscous liquid was obtained.

(Preparation Example 4) 64 g of the compound of the formula (6) used in Preparation Example 1, 35 g of the compound of the formula (4) used in Preparation Example 1, heptadecafluorodecyl methacrylate 1
g, 100 g of toluene and 2 g of azobisisobutyronitrile, and about 93 g of a soft solid was obtained in the same manner as in Production Example 1.

(Production Example 5) In a glass reactor equipped with a thermometer and a reflux condenser, 92 g of the compound represented by Chemical Formula 6 used in Production Example 1, 5 g of the compound represented by the following chemical formula (5), 3 g of methyl methacrylate, 100 g of isopropyl alcohol and azobisisobutyronitrile 2
g, and the mixture was stirred while being kept at 80 to 85 ° C., and a copolymerization reaction was carried out for 8 hours. After cooling, add methanol,
Extract the residual monomer and perform the washing process several times, about 84 g
Was obtained. CH ₂ ＣC (CH ₃ ) COO ₂ CH (OH) CH ₃ (5)

(Production Example 6) 86 g of the compound represented by Chemical Formula 6 used in Production Example 1, 4 g of the compound represented by the following chemical formula (6), 5 g of stearyl methacrylate, 5 g of methyl methacrylate, 100 g of isopropyl alcohol and azobisisobutyro Preparation Example 5 by charging 2 g of nitrile
About 86 g of a liquid substance was obtained in the same manner as in. CH ₂ ＣＨCHCOOCH ₂ CH ₂ OH (6)

(Production Example 7) 82 g of the compound of the formula 7 used in Production Example 2 and the compound 4 represented by the following chemical formula (7)
g, 8 g of N-vinylpyrrolidone, 6 g of methyl methacrylate, 100 g of toluene and 2 g of azobisisobutyronitrile, and about 86 g of a liquid substance was obtained in the same manner as in Production Example 1. CH ₂ ＣＨCHCOOCH ₂ CH (OH) CH ₃ (7)

(Production Example 8) 72 g of a compound represented by the following formula 8, 8 g of a compound represented by the chemical formula (5) used in Production Example 5, 12 g of stearyl methacrylate, 8 g of methyl methacrylate, 100 g of toluene and 100 g of azobisisobutyronitrile 2 g was charged and about 92 g of a soft solid was obtained in the same manner as in Production Example 1.

[0049]

Embedded image

(Production Example 9) 90 g of the compound of formula 6 used in Production Example 1, 2 g of the compound represented by the chemical formula (5) used in Production Example 5, 7 g of stearyl methacrylate, 1 g of heptadecafluorodecyl methacrylate, and 150 g of isopropyl alcohol And 2 g of azobisisobutyronitrile were charged to obtain about 97 g of a liquid substance in the same manner as in Production Example 5.

(Production Example 10) 85 g of the compound represented by Chemical Formula 6 used in Production Example 1, 2 g of methacrylic acid, 13 g of methyl methacrylate, and 100 g of isopropyl alcohol
And 2 g of azobisisobutyronitrile were charged to obtain about 94 g of a liquid substance in the same manner as in Production Example 5.

(Production Example 11) 95 g of the compound represented by Chemical Formula 7 used in Production Example 2, 1 g of the compound represented by the following chemical formula (8), 4 g of methyl methacrylate, 100 g of butyl acetate and 2 g of azobisisobutyronitrile were charged. In the same manner as in Production Example 5, about 86 g of a liquid material was obtained. CH ₂ ＣC (CH ₃ ) COOC ₂ H ₄ OP (＝ O) (OH) ₂ (8)

(Production Example 12) 96 g of the compound of the formula 6 used in Production Example 1 and the compound 1 represented by the following chemical formula (9)
g, 3 g of methyl methacrylate, 200 g of isopropyl alcohol and 2 g of azobisisobutyronitrile, and about 90 g of a liquid substance was obtained in the same manner as in Production Example 5. _{CH 2 = C (CH 3)} COOC 3 H 6 S (= O) 2 O - K + (9)

(Production Example 13) 90 g of the compound of formula 7 used in Production Example 2, 1 g of the compound of the formula (8) used in Production Example 11, 6 g of stearyl methacrylate, 3 g of methyl methacrylate, 100 g of butyl acetate and azobisisobutyrate 2 g of lonitrile was charged, and in the same manner as in Production Example 5,
About 94 g of a liquid was obtained.

(Production Example 14) 75 g of the compound of the formula (7) used in Production Example 2, 1 g of methacrylic acid, vinylpyrrolidone 6
g, stearyl methacrylate 12 g, 2-ethylhexyl acrylate 6 g, isopropyl alcohol 150
g and 2 g of azobisisobutyronitrile were charged, and about 96 g of a soft solid was obtained in the same manner as in Production Example 5.

(Production Example 15) 90 g of the compound of the formula (7) used in Production Example 2, 2 g of methacrylic acid, 7 g of stearyl methacrylate, 1 g of heptadecafluorodecyl methacrylate, 150 g of isopropyl alcohol and 2 g of azobisisobutyronitrile were prepared. About 97 g of a liquid was obtained in the same manner as in Example 5.

Embodiment 1 Alkoxysilane (KBM-2
2; Shin-Etsu Chemical Co., Ltd.) (0.5 g) is dissolved in methanol, sprayed on 50 g of titanium oxide (Taipeku TTO-55 (A); Ishihara Sangyo Co., Ltd.), and then dried at 100C.
8 g of the soft solid material of Production Example 1 was dissolved in 52 g of decamethylcyclopentasiloxane, and 40 g of the treated titanium oxide was added thereto and dispersed using a bead mill to obtain an alkoxysilane-treated titanium oxide dispersion (a). .

Embodiment 2 FIG. Alkoxysilane (KBM-3
103; Shin-Etsu Chemical Co., Ltd.) (0.5 g) is dissolved in methanol, sprayed on 50 g of ultrafine zinc oxide (ZnO-350; Sumitomo Osaka Cement Co.), and dried at 100 ° C. 5 g of the soft solid of Production Example 2 was dissolved in 55 g of decamethylcyclopentasiloxane, and 40 g of the treated zinc oxide was added thereto and dispersed using a bead mill to obtain an alkoxysilane-treated zinc oxide dispersion (a). .

Embodiment 3 FIG. 2 g of methyl hydrogen polysiloxane (KF-99; manufactured by Shin-Etsu Chemical Co., Ltd.) is dissolved in methanol, sprayed on 50 g of ultrafine zinc oxide (ZnO-350; manufactured by Sumitomo Osaka Cement Co.), and then dried at 100 ° C. 8 g of the soft solid obtained in Production Example 2 was dissolved in 42 g of decamethylcyclopentasiloxane, and 50 g of the treated ultrafine zinc oxide was added thereto and dispersed using a bead mill to obtain a silicone-treated zinc oxide dispersion (c). Was.

Embodiment 4 FIG. Alkoxysilane (KBM-2
2; Shin-Etsu Chemical Co., Ltd.) (0.5 g) was dissolved in methanol, and zinc oxide (Finex 25; Sakai Chemical Co., Ltd.) 50
g and then dried at 100 ° C. 5 g of the soft solid obtained in Production Example 2 was dissolved in 20 g of decamethylcyclopentasiloxane and 15 g of glyceryl triisooctanoate, and 60 g of the treated zinc oxide was added thereto and dispersed using a bead mill. (D) was obtained.

Embodiment 5 FIG. Viscous liquid 1 of Production Example 3 described above
0 g was dissolved in 50 g of decamethylcyclopentasiloxane, and 40 g of zinc oxide (Finex 25; manufactured by Sakai Chemical Co., Ltd.) was added thereto and dispersed using a bead mill to obtain a zinc oxide dispersion (e).

Embodiment 6 FIG. Alkoxysilane (KBM-2
2; Shin-Etsu Chemical Co., Ltd.) (0.5 g) is dissolved in methanol, sprayed on 50 g of titanium oxide (Taipeku TTO-55 (A); Ishihara Sangyo Co., Ltd.), and then dried at 100C.
10 g of the soft solid obtained in Production Example 4 was dissolved in 50 g of decamethylcyclopentasiloxane, 40 g of the treated titanium oxide was added and dispersed using a bead mill to obtain an alkoxysilane-treated titanium oxide dispersion (f).

Embodiment 7 FIG. Viscous liquid 5 of Production Example 3 described above
g was dissolved in 45 g of isopropyl alcohol, and 50 g of titanium oxide (Taipec TTO-55 (A); manufactured by Ishihara Sangyo Co., Ltd.) was added and dispersed, and the solvent was distilled off to obtain a titanium oxide composition (g).

Comparative Example 1 In the same manner as in Production Example 1, 50 g of the compound of Formula 6 used in Production Example 1, 35 g of methyl methacrylate, 7.5 g of butyl methacrylate, 7.5 g of 2-ethylhexyl acrylate, 100 g of toluene and 2 g of azobisisobutyronitrile were charged. , About 95g
A solid was obtained. 4 g of this solid was dissolved in 46 g of decamethylcyclopentasiloxane, and 50 g of titanium oxide (Taipec TTO-55 (A); manufactured by Ishihara Sangyo Co., Ltd.) was added thereto and dispersed using a bead mill to obtain a titanium oxide dispersion (Q). Obtained.

Embodiment 8 FIG. Liquid material 10 of Production Example 5 described above
g of decamethylcyclopentasiloxane and 50 g of titanium oxide (Taipaque TTO-55).
(A); Ishihara Sangyo Co., Ltd.) was added and dispersed using a bead mill to obtain a titanium oxide dispersion (q).

Embodiment 9 FIG. 8 g of the liquid material of Production Example 6 described above
Is mixed with 42 g of decamethylcyclopentasiloxane,
Then, 50 g of zinc oxide (Finex 25; manufactured by Sakai Chemical Co., Ltd.) was added and dispersed using a bead mill to obtain a zinc oxide dispersion (co).

Embodiment 10 FIG. Alkoxysilane (KBM-
3103; Shin-Etsu Chemical Co., Ltd.), 0.5 g, dissolved in methanol, and zinc oxide (Finex 25; Sakai Chemical Co., Ltd.)
After spraying to 50 g, it is dried at 100 ° C. 8 g of the liquid material of Production Example 6 described above was mixed with 42 g of decamethylcyclopentasiloxane, and 50 g of the treated zinc oxide was added thereto and dispersed using a bead mill to obtain an alkoxysilane-treated zinc oxide dispersion (sa).

Embodiment 11 FIG. Liquid 8 of Production Example 6 described above
g of decamethylcyclopentasiloxane and 52 g of stearic acid-treated titanium oxide (Typek T
TO-S-2; manufactured by Ishihara Sangyo Co., Ltd.) and dispersed using a bead mill to obtain a stearic acid-treated titanium oxide dispersion (shi).

Embodiment 12 FIG. 2 g of methyl hydrogen polysiloxane (KF-99; manufactured by Shin-Etsu Chemical Co., Ltd.) is dissolved in methanol, and ultrafine zinc oxide (ZnO-350;
After spraying 50g, 100 ℃
Dry with. 8 g of the liquid material of Production Example 6 was dissolved in 42 g of decamethylcyclopentasiloxane, and 50 g of the treated ultrafine zinc oxide was added thereto and dispersed using a bead mill to obtain a silicone-treated zinc oxide dispersion (s). .

Embodiment 13 FIG. Liquid 1 of Production Example 7 described above
2 g was dissolved in 48 g of decamethylcyclopentasiloxane, and 40 g of zinc oxide (Finex 25; manufactured by Sakai Chemical Co., Ltd.) was added thereto and dispersed using a bead mill to obtain a zinc oxide dispersion (C).

Embodiment 14 FIG. 8 g of the soft solid of Production Example 8 described above was dissolved in 42 g of decamethylcyclopentasiloxane, and titanium oxide (Typek TTO-55) was added thereto.
(A); Ishihara Sangyo Co., Ltd.) was added and dispersed using a bead mill to obtain a titanium oxide dispersion (SO).

Embodiment 15 FIG. Alkoxysilane (KBM-
3103; 0.5 g of Shin-Etsu Chemical Co., Ltd.) is dissolved in methanol, sprayed on 50 g of ultrafine zinc oxide (ZnO-350; manufactured by Sumitomo Osaka Cement Co.), and dried at 100 ° C. 5 g of the soft solid obtained in Production Example 8 was dissolved in 20 g of decamethylcyclopentasiloxane and 15 g of glyceryl triisooctanoate, and 60 g of the treated zinc oxide was added thereto and dispersed using a bead mill. (T) was obtained.

Embodiment 16 FIG. Alkoxysilane (KBM-
22; Shin-Etsu Chemical Co., Ltd.) (0.5 g) is dissolved in methanol, sprayed on 50 g of titanium oxide (Taipeku TTO-55 (A); Ishihara Sangyo Co., Ltd.), and dried at 100C.
10 g of the liquid substance of Production Example 9 described above was dissolved in 50 g of decamethylcyclopentasiloxane,
0 g was added thereto and dispersed using a bead mill to obtain an alkoxysilane-treated titanium oxide dispersion (H).

Embodiment 17 FIG. 5 g of the soft solid obtained in Production Example 8 was dissolved in 45 g of isopropyl alcohol, and 50 g of titanium oxide (Taipec TTO-55 (A); manufactured by Ishihara Sangyo Co., Ltd.) was added and dispersed, and the solvent was distilled off. A composition (tu) was obtained.

Comparative Example 2 8 g of the solid obtained in Comparative Example 1 was dissolved in 52 g of decamethylcyclopentasiloxane, and 40 g of titanium oxide (Taipec TTO-55 (A); manufactured by Ishihara Sangyo Co., Ltd.) was added thereto and dispersed using a bead mill. A dispersion (te) was obtained.

Embodiment 18 FIG. 10 g of the liquid material of Production Example 10 described above was dissolved in 50 g of decamethylcyclopentasiloxane, and titanium oxide (Typek TTO-55) was added thereto.
(A); Ishihara Sangyo Co., Ltd.) and dispersed using a bead mill to obtain a titanium oxide dispersion (g).

Embodiment 19 FIG. 8 g of the liquid material of Production Example 11 described above was mixed with 42 g of decamethylcyclopentasiloxane, and 50 g of zinc oxide (Finex 25; manufactured by Sakai Chemical Co., Ltd.) was added and dispersed using a bead mill. ) Got.

Embodiment 20 FIG. Production Example 12 Liquid 1 described above
0 g of decamethylcyclopentasiloxane 27.5 g,
It was dissolved in 12.5 g of glyceryl triisooctanoate, and zinc oxide (Finex 25; manufactured by Sakai Chemical Co., Ltd.) was added thereto.
0 g was added thereto and dispersed using a bead mill to obtain a zinc oxide dispersion (d).

Embodiment 21 FIG. 8 g of the liquid material of Production Example 13 described above was mixed with 42 g of decamethylcyclopentasiloxane, and the mixture was mixed with titanium oxide (Taipeku TTO-55).
(A); Ishihara Sangyo Co., Ltd.) was added and dispersed using a bead mill to obtain a titanium oxide dispersion (nu).

Embodiment 22 FIG. Alkoxysilane (KBM-
3103; 0.5 g of Shin-Etsu Chemical Co., Ltd.) is dissolved in methanol, sprayed on 50 g of ultrafine zinc oxide (ZnO-350; manufactured by Sumitomo Osaka Cement Co.), and dried at 100 ° C. 4 g of the liquid substance of Production Example 13 described above was mixed with 46 g of decamethylcyclopentasiloxane, and 50 g of the treated zinc oxide was added thereto and dispersed using a bead mill to obtain an alkoxysilane-treated zinc oxide dispersion (d).

Embodiment 23 FIG. 8 g of the soft solid of Production Example 14 described above was dissolved in 42 g of decamethylcyclopentasiloxane, and 50 g of zinc oxide (Finex 25; manufactured by Sakai Chemical Co., Ltd.) was added thereto and dispersed using a bead mill to obtain a zinc oxide dispersion ( No).

Embodiment 24 FIG. 8 g of the soft solid of Production Example 14 described above was dissolved in 52 g of decamethylcyclopentasiloxane, and 40 g of stearic acid-treated titanium oxide (Taipec TTO-S-2; manufactured by Ishihara Sangyo Co., Ltd.) was added thereto and dispersed using a bead mill. Thus, a stearic acid-treated titanium oxide dispersion (c) was obtained.

Embodiment 25 FIG. Alkoxysilane (KBM-
3103; Shin-Etsu Chemical Co., Ltd.), 0.5 g, dissolved in methanol, and zinc oxide (Finex 25; Sakai Chemical Co., Ltd.)
After spraying to 50 g, it is dried at 100 ° C. 8 g of the soft solid of Preparation Example 14 was dissolved in 42 g of decamethylcyclopentasiloxane, and 50 g of the treated zinc oxide was added thereto.
In addition, the mixture was dispersed using a bead mill to obtain an alkoxysilane-treated zinc oxide dispersion (h).

Embodiment 26 FIG. 2 g of methyl hydrogen polysiloxane (KF-99; manufactured by Shin-Etsu Chemical Co., Ltd.) is dissolved in methanol, and ultrafine zinc oxide (ZnO-350;
After spraying 50g, 100 ℃
Dry with. 8 g of the soft solid obtained in Production Example 14 was dissolved in 42 g of decamethylcyclopentasiloxane, and 50 g of the treated ultrafine zinc oxide was added thereto and dispersed using a bead mill to obtain a silicone-treated zinc oxide dispersion (F). Was.

Embodiment 27 FIG. Alkoxysilane (KBM-
22; Shin-Etsu Chemical Co., Ltd.) (0.5 g) is dissolved in methanol, sprayed on 50 g of titanium oxide (Taipeku TTO-55 (A); Ishihara Sangyo Co., Ltd.), and dried at 100C.
10 g of the liquid product of Production Example 15 described above was dissolved in 50 g of decamethylcyclopentasiloxane, and 40 g of the treated titanium oxide was added and dispersed using a bead mill to obtain an alkoxysilane-treated titanium oxide dispersion (f).

Embodiment 28 FIG. 5 g of the soft solid obtained in Production Example 14 described above was dissolved in 45 g of isopropyl alcohol, and 50 g of titanium oxide (Taipec TTO-55 (A); manufactured by Ishihara Sangyo Co., Ltd.) was added and dispersed, and the solvent was distilled off. A composition (e) was obtained.

(Evaluation of Dispersibility) The powder compositions of Examples 1-28 and Comparative Examples 1-2 and the powder dispersion in oil were mixed with decamethylcyclopentasiloxane so that the powder concentration was 5%. To obtain a dispersion sample, and the dispersibility of the powder was observed with an optical microscope (magnification: 100 times). As a result of observing the dispersibility with a micrograph, the samples of Examples 1 to 28 all had very little powder agglomeration and had excellent dispersibility. In contrast, the samples of Comparative Examples 1 and 2 had non-uniform dispersibility. Microscope photographs of the dispersion samples of Example 1, Example 8, Example 18, and Comparative Example 1 are shown in FIGS. 1, 2, 3, and 4, respectively.

Examples 29 to 35 and Comparative Examples 3 to 5. (Sunscreen) A sunscreen having the composition shown in Table 1 was prepared, and the quality was evaluated.

[0089]

[Table 1]

(Preparation Method) Examples 29 to 34 and Comparative Example 5: A: Components 7 to 9 are uniformly mixed. B: Components 1 to 6 are heated and made uniform, and then A is added and emulsified. C: Add Component 10 and Components 11 to 17 to B to obtain a sunscreen. -Example 35 and Comparative Examples 3 and 4; A: Components 7 to 9 are uniformly mixed. B: Components 1 to 6 are heated, components 18 to 20 are added to make them uniform, and then A is added and emulsified. C: Add ingredient 10 to B to obtain sunscreen.

Examples 36 to 45 and Comparative Example 6. (Sunscreen) A sunscreen having the composition shown in Table 2 was prepared and evaluated for its quality (Table 2 shows the above Comparative Examples 3 to 10 as a reference).
4).

[0092]

[Table 2]

(Preparation Method) Examples 36 to 44 and Comparative Example 6: A: Components 7 to 9 are uniformly mixed. B: Components 1 to 6 are heated and made uniform, and then A is added and emulsified. C: Add component 10 and components 11 to 20 to B to obtain a sunscreen. Example 45; A: Components 7 to 9 are mixed uniformly. B: Components 1 to 6 are heated, components 21 to 23 are added to make them uniform, and then A is added and emulsified. C: Add ingredient 10 to B to obtain sunscreen.

Embodiments 46 to 56. (Sunscreen) A sunscreen having the composition shown in Table 3 was prepared, and the quality thereof was evaluated.
4 and 6).

[0095]

[Table 3]

(Preparation method) Examples 46 to 55: A: Components 7 to 9 are uniformly mixed. B: Components 1 to 6 are heated and made uniform, and then A is added and emulsified. C: Add component 10 and components 11 to 21 to B to obtain a sunscreen cream. Example 56; A: Components 7 to 9 are uniformly mixed. B: Components 1 to 6 are heated, components 22 to 24 are added to make them uniform, and then A is added and emulsified. C: Add ingredient 10 to B to obtain sunscreen.

The evaluations in Tables 1 to 3 were performed as follows. 1. Dispersion Stability of Powder After the prepared sunscreen cream was allowed to stand at room temperature for 4 weeks, the cohesiveness of the powder was observed and judged according to the following criteria. [Evaluation Criteria] A: No aggregation of powder is observed. ：: Powder aggregation is slightly observed. C: Agglomeration tendency of powder is observed. ×: Aggregation of powder is clearly observed.

2. Evaluation of use feeling A use test was conducted by 30 professional evaluation panels, and the following criteria were used to evaluate the smoothness of application, spreading, transparency of the makeup film, non-stickiness of the back skin, smoothness, freshness, and sunscreen effect. The evaluation was performed on a scale, and the average score was determined. [Evaluation criteria] 5 points: Very good. 4 points: good. 3 points: Normal. 2 points: Somewhat poor. 1 point: defective. [Judgment] ：: Average score of 4.5 or more. ：: Average score of 3.5 or more and less than 4.5. C: Average score of 2.5 or more and less than 3.5. ×: Average point less than 2.5.

As is evident from the results of Tables 1 to 3, Examples 29 to 56 according to the present invention were excellent in dispersion stability with no powder aggregation observed. In addition, all the usability was good, and both the stability and the usability were excellent. On the other hand, in Comparative Examples 3 and 4 in which untreated powder and conventional silicone-treated powder were blended, the dispersibility of the powder was poor, and the feeling of use was not satisfactory. In Comparative Examples 5 and 6, powder aggregation was slightly observed, the transparency of the decorative film was inferior, and the feeling of use was not sufficient as compared with the present invention.

Embodiment 57 FIG. (Sunscreen W / O emulsion) (Components) (%) Glyceryl triisooctanoate 5.0 2. 2. Methylpolysiloxane (10 cSt) 4.0 Decamethylcyclopentasiloxane 8.0 4. 2. 2-ethylhexyl paramethoxycinnamate 5.0 Polyoxyethylene / methylpolysiloxane copolymer (Note 1) 1.0 6.1 1,3-butylene glycol 4.0 7. Preservative qs. Purified water balance 9. Appropriate amount of fragrance 10. 10. Zinc oxide dispersion (c) or (co) or (ne) 35.0 Titanium oxide dispersion (a) or (c) or (c) 20.0 (Note 1): Silicone KF-6017 (Shin-Etsu Chemical Co., Ltd.)

(Production Method) A: Components 6 to 8 are uniformly mixed. B: After heating components 1 to 5 to make them uniform, add A to emulsify. C: Sunscreen W / O by adding components 9 to 11 to B and mixing.
An emulsion was obtained.

In Example 57 according to the present invention, there is no powder agglomeration, excellent dispersion stability, good spread to the skin, smooth and non-sticky, high transparency, and no whitening. , A sunscreen W / O emulsion having excellent usability and long lasting makeup.

Embodiment 58 FIG. (Makeup base) (Component) (%) 1. neopentyl glycol dicaprate 3.0 2. pentaerythrosin rosinate 0.5 Decamethylcyclopentasiloxane 8.0 4. 2. 2-ethylhexyl paramethoxycinnamate 5.0 Polyoxyethylene / methylpolysiloxane copolymer (Note 1) 2.0 6.1 1,3-butylene glycol 4.0 7. Ethanol 2.5 8. Preservative qs 9. Purified water balance 10. Appropriate amount of fragrance 11. Nylon powder 10.0 12. Zinc oxide dispersion (d) or (d) or (d) 35.0 (Note 1): Silicone KF-6017 (Shin-Etsu Chemical Co., Ltd.)

(Production method) A: Components 6 to 9 are uniformly mixed. B: After heating components 1 to 5 to make them uniform, components 11, 1
Add 2. C: A was added to B and emulsified, and component 10 was added and mixed to obtain a makeup base.

In Example 58 according to the present invention, there is no agglomeration of powder, excellent dispersion stability, good spread to the skin, smooth and non-sticky, high transparency and no whitening. It was a makeup base having excellent usability and long lasting makeup.

Embodiment 59 FIG. (Foundation) (Component) (%) 1. ceresin wax 5.0 Microcrystalline wax 1.0 3. Liquid paraffin 4.0 4. Glyceryl triisooctanoate 3.0 5. 5. Methylpolysiloxane (6cSt) 20.0 7. Methylpolysiloxane / cetylmethylpolysiloxane / poly 2.0 (oxyethylene / oxypropylene) methylpolysiloxane copolymer 7.1,3-butylene glycol 8.0 Preservative qs 9. Purified water balance 10. Appropriate amount of fragrance 11. Powder dispersion (Note 1) 17.0 (Note 1) Powder dispersion (component) (%) a. Titanium oxide 50.8 b. Red iron oxide 1.0 c. Yellow iron oxide 6.8 d. Black iron oxide 1.4 e. Copolymer of Production Example 6 or 11 10.0 f. Decamethylcyclopentasiloxane 30.0

(Production method) A: Component e is dissolved in component f, components ad are added, and the mixture is dispersed using a bead mill to obtain a powder dispersion of component 11. B: Components 7 to 9 are uniformly mixed. C: After components 1 to 6 are heated and uniformly mixed, B is added and emulsified. D: A and a component 10 were added to and mixed with C to obtain a foundation.

In Example 59 according to the present invention, there is no powder agglomeration, excellent dispersion stability, good spread to the skin, smooth and non-sticky, excellent in cosmetic persistence, and excellent in transparency. The foundation was high and had excellent usability without whitening.

Embodiment 60 FIG. (Foundation) (Component) (%) 1. ceresin wax 5.0 Microcrystalline wax 1.0 3. Liquid paraffin 4.0 4. Glyceryl triisooctanoate 3.0 5. 5. Methylpolysiloxane (6cSt) 20.0 7. Methylpolysiloxane / cetylmethylpolysiloxane / 2.0 poly (oxyethylene / oxypropylene) methylpolysiloxane copolymer 7.1,3-butylene glycol 8.0 Preservative qs 9. Purified water balance 10. Appropriate amount of fragrance 11. Powder composition (Note 1) 11.9 12. Decamethylcyclopentasiloxane 5.1 (Note 1) Powder composition (component) (%) a. Titanium oxide 50.8 b. Red iron oxide 1.0 c. Yellow iron oxide 6.8 d. Black iron oxide 1.4 e. Production Example 1 or Copolymer of 8 or 14 10.0

(Production Method) A: Component e was dissolved in 50 g of isopropyl alcohol,
After the components a to d were added and mixed with stirring, the solvent was distilled off to remove the component 1
1 is obtained and dispersed in component 12. B: Components 7 to 9 are uniformly mixed. C: After components 1 to 6 are heated and uniformly mixed, B is added and emulsified. D: A and a component 10 were added to and mixed with C to obtain a foundation.

Example 60 according to the present invention has no powder agglomeration, is excellent in dispersion stability, spreads well on the skin, is smooth and non-sticky, is excellent in persistence of makeup, and is excellent in transparency. The foundation was high and had excellent usability without whitening.

Embodiment 61 FIG. (Foundation) (Component) (%) 1. ceresin wax 5.0 Microcrystalline wax 1.0 3. Liquid paraffin 4.0 4. Glyceryl triisooctanoate 3.0 5. 5. Methylpolysiloxane (6cSt) 20.0 7. Methylpolysiloxane / cetylmethylpolysiloxane / 2.0 poly (oxyethylene / oxypropylene) methylpolysiloxane copolymer 7.1,3-butylene glycol 8.0 Preservative qs 9. Purified water balance 10. Appropriate amount of fragrance 11. Powder dispersion (Note 1) 17.0 12. Powder dispersion (Note 2) 10.0

(Note 1) Powder dispersion (component) (%) a. Siliconized titanium oxide 50.8 b. Siliconized red iron oxide 1.0 c. Siliconized iron oxide yellow 6.8 d. Siliconized black iron oxide 1.4 e. Copolymer of Production Example 2 or 7 or 12 10.0 f. Decamethylcyclopentasiloxane 30.0 (Note 2) Powder dispersion (component) (%) g. Teflon treated talc 50.0 h. Copolymer of Production Example 2 or 9 or 15 8.0 i. Decamethylcyclopentasiloxane 42.0

(Production method) A: Component e is dissolved in component f, components ad are added, and the mixture is dispersed using a bead mill to obtain a powder dispersion of component 11. B: Component h is dissolved in component i, component g is added, and the mixture is dispersed using a bead mill to obtain a powder dispersion of component 12. C: Components 7 to 9 are uniformly mixed. D: Components 1 to 6 are heated and uniformly mixed, and then C is added and emulsified. E: D, A, B and Component 10 were added and mixed to obtain a foundation. Example 61 according to the present invention has no powder agglomeration, has excellent dispersion stability, and has good spreadability to the skin, has no stickiness, is excellent in cosmetic persistence, has high transparency,
The foundation had excellent usability without whitening.

[0115]

As described in detail above, the powder composition and powder-in-oil dispersion of the present invention are composed of an organopolysiloxane monomer and a monomer having a polylactone-containing group or a monomer having a hydroxyl group. Alternatively, since a copolymer containing a monomer having an anionic group as a constituent component is used, cohesion is small, and dispersibility and dispersion stability are excellent. Further, cosmetics containing the same are very excellent in quality and excellent in usability.

[Brief description of the drawings]

FIG. 1 is a micrograph of a dispersion sample of Example 1.

FIG. 2 is a micrograph of a dispersion sample of Example 8.

FIG. 3 is a micrograph of a dispersion sample of Example 18.

FIG. 4 is a micrograph of a dispersion sample of Comparative Example 1.

Claims (13)

[Claims] 1. A compound selected from the group consisting of (A) an organopolysiloxane monomer, and (B) a monomer having a polylactone-containing group, a monomer having a hydroxyl group, and a monomer having an anionic group. Alternatively, a powder composition comprising a copolymer containing two or more types of monomers as constituent components and a powder. 2. The monomer (B) is a monomer having a radical polymerizable group, and the monomer (A) is an organopolysiloxane having a radical polymerizable group copolymerizable with (B). The powder composition according to claim 1, which is a body. 3. The powder composition according to claim 1, wherein the content of the monomer component (A) in the copolymer is 10% by weight or more. 4. The powder composition according to claim 1, wherein the monomer (A) is an organopolysiloxane monomer represented by the following general formula (1). Stuff. W (X) _a Si (Y) _b (Z) _c (1) wherein W is a vinyl group (which may have a substituent);
X represents a divalent linking group, Y represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group or an alkoxy group, and Z represents a monovalent siloxane polymer. a is 0 or 1, b is 0
An integer of 2, c represents an integer of 1 to 3, and b + c = 3. ] 5. The powder according to claim 1, wherein the monomer (B) is a monomer having a polylactone-containing group represented by the following general formula (2). Composition. J (K) _p (L) _q M (2) [wherein J is a vinyl group (which may have a substituent);
K is a divalent linking group, L is —C (＝ O) (CR ₂ ) _r CHRO
A lactone group represented by-, M represents a hydrogen atom or an acetyl group, p is 0 or 1, q is an integer of 1 or more, and r is 4 to
R represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms. ] 6. The powder composition according to claim 1, wherein the monomer (B) is a monomer having a hydroxyl group represented by the following general formula (3). . J (K) _s U (3) wherein J is a vinyl group (which may have a substituent);
K represents a divalent linking group, U represents an organic group having a hydroxyl group,
s represents 0 or 1. ] 7. The powder according to claim 1, wherein the monomer (B) having an anionic group is a monomer having a carboxylic acid group. Composition. 8. The powder according to claim 1, wherein the monomer (B) having an anionic group is a monomer having a phosphate group. Composition. 9. The powder according to claim 1, wherein the monomer (B) having an anionic group is a monomer having a sulfonic acid group. Composition. 10. The powder composition according to claim 1, wherein the amount of the copolymer relative to the powder is 1% by weight or more. 11. A cosmetic comprising the powder composition according to any one of claims 1 to 10. 12. A powder-in-oil dispersion comprising the copolymer according to claim 1, a powder and an oil agent. 13. A cosmetic comprising the powder-in-oil dispersion according to claim 12.